Hydrochloric Acid → 4-Methyl-alpha-(trifluoromethyl)benzenemethanol

HRID 419219

반응식

HRID 419219 반응식
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[CH3:19][C:20]1[CH:27]=[CH:26][C:23]([CH:24]=[O:25])=[CH:22][CH:21]=1.[Si]([C:32]([F:35])([F:34])[F:33])(C)(C)C.Cl>C1COCC1>[CH3:19][C:20]1[CH:27]=[CH:26][C:23]([CH:24]([OH:25])[C:32]([F:35])([F:34])[F:33])=[CH:22][CH:21]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 77254-MethylbenzaldehydeHCID 552549(Trifluoromethyl)trimethylsilaneHCID 2724141Tetrabutylammonium Fluoride

생성물 1

HCID 3472044-Methyl-alpha-(trifluoromethyl)benzenemethanol수율 86%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Tetrabutylammonium fluoride (0.1 ml; 1.0 M solution in tetrahydrofuran) was added to a solution of 4-methyl-benzaldehyde (1.2 g, 10 mmol) and TMSCF3 (1.8 ml, 12 mmol) in 10 ml THF at 0° C. The formed mixture was warmed up to room temperature and stirred for 4 hours. The reaction mixture was then treated with 12 ml of 1N HCl and stirred overnight. The product was extracted with ethyl acetate (3×20 ml). The organic layer was separated and dried over sodium sulfate. The organic solvent was evaporated to give 1.6 g of 1-(4-methylphenyl)-2,2,2-trifluoro-ethanol, yield 86%.

후처리

  1. stirringstirred overnight
  2. extractionThe product was extracted with ethyl acetate (3×20 ml)
  3. customThe organic layer was separated
  4. dry with materialdried over sodium sulfate
  5. customThe organic solvent was evaporated

출처 및 근거

ORD 기록
ord-57512407ffbd46358a3fad3617c2c1fe
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093291B2

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